2-Bromo-4-iodobenzonitrile

Name: 2-Bromo-4-iodobenzonitrile
Brand: ChemScene
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CAS No. 1261776-03-7
Cat. No. CS-0131543
Purity≥98%
MDL No.MFCD18391643

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General Information

CAS No. 1261776-03-7
Cat. No. CS-0131543
Purity ≥98%
MDL No. MFCD18391643
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrIN
Molecular Weight 307.91
Synonym(s) None
SMILES N#CC1=CC=C(I)C=C1Br

Description

2-Bromo-4-iodobenzonitrile features a dual halogen substitution pattern enabling efficient cross-coupling reactions. The nitrile group provides a polar handle for further functionalization, while the bromine and iodine sites offer orthogonal reactivity in palladium-catalyzed transformations. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced pharmaceutical scaffolds.

Application

2-Bromo-4-iodobenzonitrile serves as a versatile biaryl building block in cross-coupling chemistry, enabling efficient access to substituted phenyl nitriles via Pd-catalyzed reactions. The bromo and iodo groups offer orthogonal reactivity for sequential functionalization, while the nitrile moiety provides a handle for downstream transformations. Bench-stable and compatible with standard Suzuki, Stille, and Negishi protocols, it facilitates rapid assembly of complex scaffolds in medicinal chemistry and materials science.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 23.79
LogP 2.92538
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-iodobenzonitrile

CAS No. 1261776-03-7

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